Can I have more than one request open at the same time?

Yes. If you're already connected to a Pro and need something else prepared, you can submit another work request at any time. From your dashboard, select Start new service and answer the questions for that service.

Each request is matched to a Pro on its own. If you'd like to work with the same Pro again, look for Would you like to connect with a previous Pro? between the questionnaire and checkout, then select their card instead of Match me with a new Pro. Reconnecting isn't guaranteed and may take up to 24 hours; if they're unavailable, we'll match you with another qualified Pro. You won't see this question if you don't have an eligible previous Pro.

Chats and documents are shared across your requests, so whichever Pro picks up the new one can review what you've already submitted. That saves you time: you won't have to repeat yourself or re-upload documents already in your profile.

For more, see Can I use the same Pro going forward?.